data_HOJ # _chem_comp.id HOJ _chem_comp.name "(5R)-6-acetyl-2-methoxy-N-{4-[(2-methoxyphenyl)methoxy]phenyl}-5,6,7,8-tetrahydro-1,6-naphthyridine-5-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C26 H27 N3 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-07-16 _chem_comp.pdbx_modified_date 2019-06-07 _chem_comp.pdbx_ambiguous_flag N _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 461.510 _chem_comp.one_letter_code ? _chem_comp.three_letter_code HOJ _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 6E3G _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site RCSB # # loop_ _chem_comp_atom.comp_id _chem_comp_atom.atom_id _chem_comp_atom.alt_atom_id _chem_comp_atom.type_symbol _chem_comp_atom.charge _chem_comp_atom.pdbx_align _chem_comp_atom.pdbx_aromatic_flag _chem_comp_atom.pdbx_leaving_atom_flag _chem_comp_atom.pdbx_stereo_config _chem_comp_atom.model_Cartn_x _chem_comp_atom.model_Cartn_y _chem_comp_atom.model_Cartn_z _chem_comp_atom.pdbx_model_Cartn_x_ideal _chem_comp_atom.pdbx_model_Cartn_y_ideal _chem_comp_atom.pdbx_model_Cartn_z_ideal _chem_comp_atom.pdbx_component_atom_id _chem_comp_atom.pdbx_component_comp_id _chem_comp_atom.pdbx_ordinal HOJ N1 N1 N 0 1 Y N N 7.182 61.487 -5.912 -5.561 -1.461 1.002 N1 HOJ 1 HOJ N3 N2 N 0 1 N N N 3.918 57.683 -7.161 -1.341 -0.043 -1.279 N3 HOJ 2 HOJ C4 C1 C 0 1 Y N N 6.559 52.563 -3.411 6.578 -1.808 -0.065 C4 HOJ 3 HOJ C5 C2 C 0 1 Y N N 3.133 56.137 -5.542 0.880 0.715 -0.702 C5 HOJ 4 HOJ C6 C3 C 0 1 Y N N 4.995 55.465 -6.890 0.498 -1.608 -1.190 C6 HOJ 5 HOJ C7 C4 C 0 1 Y N N 8.233 50.444 -3.976 8.561 -0.020 0.665 C7 HOJ 6 HOJ C8 C5 C 0 1 Y N N 3.172 54.924 -4.895 2.217 0.448 -0.482 C8 HOJ 7 HOJ C10 C6 C 0 1 Y N N 5.284 61.076 -4.509 -4.732 -2.411 -0.984 C10 HOJ 8 HOJ C13 C7 C 0 1 Y N N 4.043 56.412 -6.544 0.016 -0.312 -1.056 C13 HOJ 9 HOJ C15 C8 C 0 1 Y N N 7.019 50.557 -4.632 7.257 0.422 0.497 C15 HOJ 10 HOJ C17 C9 C 0 1 Y N N 6.568 61.539 -4.718 -5.478 -2.493 0.185 C17 HOJ 11 HOJ C20 C10 C 0 1 N N N 7.208 60.877 -8.253 -5.129 0.800 1.761 C20 HOJ 12 HOJ C21 C11 C 0 1 N N N 6.196 61.130 -9.363 -4.024 1.846 1.622 C21 HOJ 13 HOJ C22 C12 C 0 1 N N R 4.559 59.822 -8.010 -3.453 1.111 -0.708 C22 HOJ 14 HOJ C24 C13 C 0 1 N N N 7.692 48.982 -6.239 8.025 2.601 1.055 C24 HOJ 15 HOJ C26 C14 C 0 1 N N N 4.855 51.743 -5.056 4.846 -0.001 -0.048 C26 HOJ 16 HOJ C1 C15 C 0 1 Y N N 7.772 52.459 -2.762 7.881 -2.243 0.093 C1 HOJ 17 HOJ C2 C16 C 0 1 Y N N 8.609 51.395 -3.038 8.871 -1.350 0.457 C2 HOJ 18 HOJ C3 C17 C 0 1 Y N N 4.612 60.523 -5.582 -4.075 -1.229 -1.270 C3 HOJ 19 HOJ C9 C18 C 0 1 Y N N 5.042 54.244 -6.239 1.837 -1.872 -0.980 C9 HOJ 20 HOJ C11 C19 C 0 1 Y N N 5.226 60.447 -6.821 -4.186 -0.164 -0.379 C11 HOJ 21 HOJ C12 C20 C 0 1 Y N N 6.173 51.617 -4.345 6.264 -0.477 0.136 C12 HOJ 22 HOJ C14 C21 C 0 1 Y N N 4.120 53.977 -5.242 2.698 -0.845 -0.621 C14 HOJ 23 HOJ C16 C22 C 0 1 Y N N 6.513 60.937 -6.933 -4.947 -0.309 0.757 C16 HOJ 24 HOJ C18 C23 C 0 1 N N N 4.902 58.361 -7.844 -1.971 0.895 -0.544 C18 HOJ 25 HOJ C19 C24 C 0 1 N N N 4.524 59.653 -10.510 -4.166 3.418 -0.264 C19 HOJ 26 HOJ C23 C25 C 0 1 N N N 5.047 60.208 -11.810 -4.122 3.700 -1.744 C23 HOJ 27 HOJ C25 C26 C 0 1 N N N 8.454 61.410 -3.401 -6.877 -3.667 1.705 C25 HOJ 28 HOJ N2 N3 N 0 1 N N N 5.061 60.207 -9.330 -3.893 2.181 0.194 N2 HOJ 29 HOJ O1 O1 O 0 1 N N N 5.937 57.867 -8.263 -1.345 1.564 0.251 O1 HOJ 30 HOJ O2 O2 O 0 1 N N N 3.687 58.763 -10.570 -4.448 4.305 0.514 O2 HOJ 31 HOJ O3 O3 O 0 1 N N N 6.597 49.618 -5.578 6.952 1.733 0.685 O3 HOJ 32 HOJ O4 O4 O 0 1 N N N 4.056 52.788 -4.508 4.017 -1.105 -0.415 O4 HOJ 33 HOJ O5 O5 O 0 1 N N N 7.241 62.110 -3.640 -6.127 -3.646 0.489 O5 HOJ 34 HOJ H1 H1 H 0 1 N N N 3.027 58.131 -7.093 -1.826 -0.530 -1.962 H1 HOJ 35 HOJ H2 H2 H 0 1 N N N 5.903 53.392 -3.188 5.806 -2.507 -0.350 H2 HOJ 36 HOJ H3 H3 H 0 1 N N N 2.392 56.873 -5.267 0.505 1.722 -0.593 H3 HOJ 37 HOJ H4 H4 H 0 1 N N N 5.706 55.682 -7.674 -0.174 -2.408 -1.465 H4 HOJ 38 HOJ H5 H5 H 0 1 N N N 8.889 49.614 -4.195 9.335 0.678 0.950 H5 HOJ 39 HOJ H6 H6 H 0 1 N N N 2.459 54.709 -4.112 2.888 1.247 -0.202 H6 HOJ 40 HOJ H7 H7 H 0 1 N N N 4.819 61.144 -3.536 -4.665 -3.254 -1.655 H7 HOJ 41 HOJ H8 H8 H 0 1 N N N 7.660 59.883 -8.386 -5.101 0.380 2.767 H8 HOJ 42 HOJ H9 H9 H 0 1 N N N 7.995 61.645 -8.290 -6.095 1.276 1.598 H9 HOJ 43 HOJ H10 H10 H 0 1 N N N 6.706 61.023 -10.332 -4.289 2.739 2.188 H10 HOJ 44 HOJ H11 H11 H 0 1 N N N 5.815 62.157 -9.261 -3.083 1.440 1.994 H11 HOJ 45 HOJ H12 H12 H 0 1 N N N 3.470 59.963 -7.952 -3.665 1.396 -1.739 H12 HOJ 46 HOJ H13 H13 H 0 1 N N N 7.308 48.255 -6.970 8.789 2.587 0.278 H13 HOJ 47 HOJ H14 H14 H 0 1 N N N 8.297 49.740 -6.759 7.646 3.616 1.173 H14 HOJ 48 HOJ H15 H15 H 0 1 N N N 8.315 48.461 -5.497 8.458 2.263 1.997 H15 HOJ 49 HOJ H16 H16 H 0 1 N N N 4.309 50.792 -4.965 4.484 0.431 0.885 H16 HOJ 50 HOJ H17 H17 H 0 1 N N N 5.043 51.958 -6.118 4.816 0.754 -0.834 H17 HOJ 51 HOJ H18 H18 H 0 1 N N N 8.066 53.207 -2.041 8.125 -3.282 -0.069 H18 HOJ 52 HOJ H19 H19 H 0 1 N N N 9.555 51.304 -2.524 9.888 -1.692 0.580 H19 HOJ 53 HOJ H20 H20 H 0 1 N N N 3.607 60.150 -5.454 -3.486 -1.133 -2.170 H20 HOJ 54 HOJ H21 H21 H 0 1 N N N 5.788 53.510 -6.506 2.211 -2.879 -1.084 H21 HOJ 55 HOJ H22 H22 H 0 1 N N N 4.562 59.692 -12.651 -3.760 2.818 -2.271 H22 HOJ 56 HOJ H23 H23 H 0 1 N N N 4.826 61.284 -11.864 -5.122 3.950 -2.096 H23 HOJ 57 HOJ H24 H24 H 0 1 N N N 6.135 60.054 -11.863 -3.450 4.537 -1.934 H24 HOJ 58 HOJ H25 H25 H 0 1 N N N 8.979 61.866 -2.549 -6.211 -3.475 2.546 H25 HOJ 59 HOJ H26 H26 H 0 1 N N N 8.231 60.357 -3.173 -7.648 -2.897 1.670 H26 HOJ 60 HOJ H27 H27 H 0 1 N N N 9.091 61.464 -4.296 -7.345 -4.644 1.827 H27 HOJ 61 # # loop_ _chem_comp_bond.comp_id _chem_comp_bond.atom_id_1 _chem_comp_bond.atom_id_2 _chem_comp_bond.value_order _chem_comp_bond.pdbx_aromatic_flag _chem_comp_bond.pdbx_stereo_config _chem_comp_bond.pdbx_ordinal HOJ C23 C19 SING N N 1 HOJ O2 C19 DOUB N N 2 HOJ C19 N2 SING N N 3 HOJ C21 N2 SING N N 4 HOJ C21 C20 SING N N 5 HOJ N2 C22 SING N N 6 HOJ O1 C18 DOUB N N 7 HOJ C20 C16 SING N N 8 HOJ C22 C18 SING N N 9 HOJ C22 C11 SING N N 10 HOJ C18 N3 SING N N 11 HOJ N3 C13 SING N N 12 HOJ C16 C11 DOUB Y N 13 HOJ C16 N1 SING Y N 14 HOJ C6 C13 DOUB Y N 15 HOJ C6 C9 SING Y N 16 HOJ C11 C3 SING Y N 17 HOJ C13 C5 SING Y N 18 HOJ C24 O3 SING N N 19 HOJ C9 C14 DOUB Y N 20 HOJ N1 C17 DOUB Y N 21 HOJ C3 C10 DOUB Y N 22 HOJ O3 C15 SING N N 23 HOJ C5 C8 DOUB Y N 24 HOJ C14 C8 SING Y N 25 HOJ C14 O4 SING N N 26 HOJ C26 O4 SING N N 27 HOJ C26 C12 SING N N 28 HOJ C17 C10 SING Y N 29 HOJ C17 O5 SING N N 30 HOJ C15 C12 DOUB Y N 31 HOJ C15 C7 SING Y N 32 HOJ C12 C4 SING Y N 33 HOJ C7 C2 DOUB Y N 34 HOJ O5 C25 SING N N 35 HOJ C4 C1 DOUB Y N 36 HOJ C2 C1 SING Y N 37 HOJ N3 H1 SING N N 38 HOJ C4 H2 SING N N 39 HOJ C5 H3 SING N N 40 HOJ C6 H4 SING N N 41 HOJ C7 H5 SING N N 42 HOJ C8 H6 SING N N 43 HOJ C10 H7 SING N N 44 HOJ C20 H8 SING N N 45 HOJ C20 H9 SING N N 46 HOJ C21 H10 SING N N 47 HOJ C21 H11 SING N N 48 HOJ C22 H12 SING N N 49 HOJ C24 H13 SING N N 50 HOJ C24 H14 SING N N 51 HOJ C24 H15 SING N N 52 HOJ C26 H16 SING N N 53 HOJ C26 H17 SING N N 54 HOJ C1 H18 SING N N 55 HOJ C2 H19 SING N N 56 HOJ C3 H20 SING N N 57 HOJ C9 H21 SING N N 58 HOJ C23 H22 SING N N 59 HOJ C23 H23 SING N N 60 HOJ C23 H24 SING N N 61 HOJ C25 H25 SING N N 62 HOJ C25 H26 SING N N 63 HOJ C25 H27 SING N N 64 # # loop_ _pdbx_chem_comp_descriptor.comp_id _pdbx_chem_comp_descriptor.type _pdbx_chem_comp_descriptor.program _pdbx_chem_comp_descriptor.program_version _pdbx_chem_comp_descriptor.descriptor HOJ SMILES ACDLabs 12.01 "n3c(ccc4C(C(Nc1ccc(cc1)OCc2ccccc2OC)=O)N(CCc34)C(C)=O)OC" HOJ InChI InChI 1.03 "InChI=1S/C26H27N3O5/c1-17(30)29-15-14-22-21(12-13-24(28-22)33-3)25(29)26(31)27-19-8-10-20(11-9-19)34-16-18-6-4-5-7-23(18)32-2/h4-13,25H,14-16H2,1-3H3,(H,27,31)/t25-/m1/s1" HOJ InChIKey InChI 1.03 RNCVXSNHCXEILI-RUZDIDTESA-N HOJ SMILES_CANONICAL CACTVS 3.385 "COc1ccc2[C@@H](N(CCc2n1)C(C)=O)C(=O)Nc3ccc(OCc4ccccc4OC)cc3" HOJ SMILES CACTVS 3.385 "COc1ccc2[CH](N(CCc2n1)C(C)=O)C(=O)Nc3ccc(OCc4ccccc4OC)cc3" HOJ SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CC(=O)N1CCc2c(ccc(n2)OC)[C@@H]1C(=O)Nc3ccc(cc3)OCc4ccccc4OC" HOJ SMILES "OpenEye OEToolkits" 2.0.6 "CC(=O)N1CCc2c(ccc(n2)OC)C1C(=O)Nc3ccc(cc3)OCc4ccccc4OC" # # loop_ _pdbx_chem_comp_identifier.comp_id _pdbx_chem_comp_identifier.type _pdbx_chem_comp_identifier.program _pdbx_chem_comp_identifier.program_version _pdbx_chem_comp_identifier.identifier HOJ "SYSTEMATIC NAME" ACDLabs 12.01 "(5R)-6-acetyl-2-methoxy-N-{4-[(2-methoxyphenyl)methoxy]phenyl}-5,6,7,8-tetrahydro-1,6-naphthyridine-5-carboxamide" HOJ "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(5~{R})-6-ethanoyl-2-methoxy-~{N}-[4-[(2-methoxyphenyl)methoxy]phenyl]-7,8-dihydro-5~{H}-1,6-naphthyridine-5-carboxamide" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site HOJ "Create component" 2018-07-16 RCSB HOJ "Initial release" 2019-06-12 RCSB ##